Isolation, structural determination, and evaluation of the biological activity of 20(S)-25-methoxyl-dammarane-3β, 12β, 20-triol [20(S)-25-OCH3-PPD], a novel natural product from Panax notoginseng

Medicinal Chemistry

Volumn 3, Issue 1, 2007, Pages 51-60

  Zhao, Y ^a,b   Wang, W ^a   Han, L ^b   Rayburn, E R ^a   Hill, D L ^a,d   Wang, H ^a,c,d   Zhang, Ruiwen ^a,c,d  

^a University of Alabama at Birmingham   (United States)

^b SHENYANG PHARMACEUTICAL UNIVERSITY   (China)

^c Shanghai Jiao Tong University Affiliated Sixth People s Hospital   (China)

^d UNIVERSITY OF ALABAMA AT BIRMINGHAM   (United States)

Author keywords

20(S) 25 OCH3 PPD; Ginsenoside; Natural product; Panax notoginseng; Stereochemical structure

Indexed keywords

DAMMARANE DERIVATIVE; GINSENOSIDE; PANAX NOTOGINSENG EXTRACT; SAPONIN DERIVATIVE; TRITERPENE DERIVATIVE;

ANTINEOPLASTIC ACTIVITY; APOPTOSIS; ARTICLE; BREAST CANCER; CANCER CELL; CANCER CELL CULTURE; CARDIOVASCULAR DISEASE; CELL CYCLE ARREST; CELL CYCLE G1 PHASE; CELL PROLIFERATION; CELL SURVIVAL; CONTROLLED STUDY; CYTOTOXICITY; DIABETES MELLITUS; DRUG ACTIVITY; DRUG IDENTIFICATION; DRUG INDICATION; DRUG ISOLATION; DRUG STRUCTURE; GEL CHROMATOGRAPHY; GINSENG; GROWTH INHIBITION; HUMAN; HUMAN CELL; HYDROLYSIS; INHIBITION KINETICS; MALIGNANT NEOPLASTIC DISEASE; MOLECULAR WEIGHT; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHYSICAL CHEMISTRY; PLANT LEAF; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION;

ANTINEOPLASTIC AGENTS, PHYTOGENIC; APOPTOSIS; CELL CYCLE; CELL LINE, TUMOR; CELL PROLIFERATION; G1 PHASE; GINSENOSIDES; HUMANS; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR CONFORMATION; PANAX; PLANT EXTRACTS; PLANT LEAVES; TRITERPENES;

EID: 33846068859     PISSN: 15734064     EISSN: None     Source Type: Journal    
DOI: 10.2174/157340607779317508     Document Type: Article

References (48)

1. Coon, J.T.; Ernst, E. Drug Saf., 2002, 25, 322.
2. Zhu, M.; Chan, K.W.; Ng, L.S.; Chang, Q.; Chang, S.; Li, R.C. J. Pharm. Pharmacol., 1999, 5, 175.
3. Helms, S. Alternative Med. Rev., 2004, 9, 259.
4. Sparreboom, A.; Cox, M.C.; Acharya, M.R.; Figg, W.D. J. Clin. Oncol., 2004, 22, 2489.
5. Attele, A.S.; Wu, J.A.; Yuan, C.S. Biochem. Pharmacol., 1999, 58, 1685.
6. Gillis, C.N. Biochem. Pharmacol., 1997, 54, 1.
7. Shibata, S. J. Korean Med. Sci., 2001, 16 Suppl, S28.
8. Popovich, D.G.; Kitts, D.D. Arch. Biochem. Biophys., 2002, 406, 1.
9. Kitts, D.D.; Wijewickreme, A.N.; Hu, C. Mol. Cell Biochem., 2000, 203, 1.
10. Popovich, D.G.; Kitts, D.D. Phytochemistry, 2004, 65, 337.
11. Shao, Z.H.; Xie, J.T.; Vanden Hoek, T.L.; Mehendale, S.; Aung, H.; Li, C.Q.; Qin, Y.; Schumacker, P.T.; Becker, L.B.; Yuan, C.S., Biochim. Biophys. Acta, 2004, 1670, 165.
12. Attele, A.S.; Zhou, Y.P.; Xie, J.T.; Wu, J.A.; Zhang, L.; Dey, L.; Pugh, W.; Rue, P.A.; Polonsky, K.S.; Yuan, C.S. Diabetes, 2002, 51, 1851.
13. Chang, Y.S.; Seo, E.K.; Gyllenhaal, C.; Block, K.I. Integr. Cancer Ther., 2003, 2, 13.
14. Dhaxmananda, S.I. HerbalGram, 2002, 54, 34.
15. Chen, D.F.; Zhao, Y.B.; Bai, S. H.; Shi, Z.D.; Zhang, J. West China Med. J, 2002, 17, 296.
16. Chen, M.W.; Yang, L.; Ni, L.; Gou, X.; Tian, R.Z.; Wang, X.Q. Chin. J. Tuber. Respir. Dis., 2005, 29, 37.
17. Kim, H.S.; Lee, E.H.; Kom, S.R.; Choi, K.J.; Park, J.H.; Im, D.S. Arch. Pharm. Res., 2004, 27, 429.
18. Liu, L.W.; Ye, G.C. Chin. J. Cancer Prev. Treat., 2004, 11, 957.
19. Yang, W.; Li, B.; Qiao, S.X.; Guan, W.Z. Chin. J. Gerontics, 2005, 25, 571.
20. Bae, E.A.; Han, M.J.; Choo, M.K.; Park, S.Y.; Kim, D.H. Biol. Pharm. Bull., 2002, 25, 59.
21. Ota, T.; Maeda, M.; Odashima, S. J. Pharm. Sci., 1991, 80, 1141.
22. Bae, E.A.; Han, M.J.; Kim, E.J.; Kim, D.H. Arch. Pharm. Res., 2004, 27, 61.
23. Popov, A.M. Izv. Akad. Nauk. Ser. Biol., 2002, 2, 155.
24. Kwan, C.Y.; Kwan, T.K. Acta Pharmacol. Sinica, 2000, 21, 1101.
25. Li, S.H.; Chu, Y. Acta Pharmacol. Sinica, 1999, 6, 551.
26. Yoshikawa, M.; Murakami, T.; Ueno, T.; Yashiro, K.; Hirokawa, N.; Murakami, N.; Yamahara, J.; Matsuda, H.; Saijoh, R.; Tanaka, O. Chem. Pharm. Bull. (Tokyo), 1997, 45, 1039.
27. Yoshikawa, M.; Morikawa, T.; Yashiro, K.; Murakami, T.; Matsuda, H. Chem. Pharm. Bull. (Tokyo), 2001, 49, 1452.
28. Yoshikawa, M.; Morikawa, T.; Kashima, Y.; Ninomiya, K.; Matsuda, H. J. Nat. Prod., 2003, 66, 922.
29. Du, Q.; Jerz, G.; Waibel, R.; Winterhalter, P. J. Chromatogr., 2003, 1008, 173.
30. He, K.; Liu, Y.; Yang, Y.; Li, P.; Yang, L. Chem. Pharm. Bull. (Tokyo), 2005, 53, 177.
31. Xu, L.; Wang, B.; Gao, J. Hua Xi Yi Ke Do Xue Xue Bao, 1991, 22, 124.
32. Chen, F.D.; Wu, M.C.; Wang, H.E.; Hwang, J.J.; Hong, C.Y.; Huang, Y.T.; Yen, S.H.; Ou, Y.H. Am. J. Chin. Med., 2001, 29, 517.
33. Zhao, Y.; Yuan, C.; Lu, H. Zhongguo Zhong Yao Za Zhi, 1991, 16, 678.
34. Zhao, Y.Q.; Yuan, C.L. Zhongguo, Zhong Yao Za Zhi, 1993, 18, 296.
35. Yu, M.; Zhao, Y.Q. Chin. Tradit. Herb. Drugs, 2004; 35: 1221.
36. Jiang, B.H.; Zhao, Y.Q.; Han, Y.; Hu, X.M.; Zheng, L.X. Chin. J. Nat. Med., 2004, 202.
37. Jiang, B.; Wang, C.; Han, Y.; Hu, X.; Zheng, L.; Zhao, Y. Zhong Yao Cai, 2004; 27: 489.
38. Wei, T.X.; Chang, L.Y.; Wang, J.F.; Edmund, F.; Monika, J.; Heinrich, P.; Chen, W.S.; Eberhard, B. Plant Med., 1982, 45, 167.
39. Chen, Y.G.; Lu, Y.P.; Gui, S.H.; Wen, J.; Liu, G.X. Fine Chemicals, 2003, 20, 425.
40. Yu, M.; Zhao, Y.Q. Chin. Tradit. Herb. Drugs, 2002, 33, 404.
41. Kang, D.L; Lee, J.Y.; Yang, J.Y.; Jeong, S.M.; Lee, J.H.; Nah, S.Y.; Kim, Y. Biochem. Biophys. Res. Commun., 2005, 333, 1194.
42. Zhang, Z.; Li, M.; Wang, H.; Agrawal, S.; Zhang, R. Proc. Natl. Acad. Sci. USA, 2003, 96, 13989.
43. Li, M.; Zhang, Z.; Hill, D.L.; Chen, X.; Wang, H.; Zhang, R. Cancer Res., 2005, 65, 8200.
44. Wang, H.; Yu, D.; Agrawal, S.; Zhang, R. Prostate, 2003; 54: 194.
45. Wang, H.; Cai, Q.; Zeng, X.; Yu, D.; Agrawal, S.; Zhang, R. Proc. Natl Acad. Sci. USA, 1999, 96, 13989.
46. Wang, H.; Nan, L.; Yu, D.; Agrawal, S.; Zhang, R. Clin. Cancer Res., 2001, 7, 3613.
47. Odashima, S.; Ohta, T.; Kohno, H.; Matsuda, T.; Kitagawa, I.; Abe, H.; Arichi, S. Cancer Res., 1985, 45, 2781.
48. Chen, M.W.; Yao, Y.; Shi, Z.H. Hua Nan Guo Fang Yi Xue Za Zhi, 2005, 19, 4.